A) A person in my group who only plays rangers is playing one (shocking) and is using the order of bow initiate and I allowed it. He is always hitting, his skills are through the roof and his Hp(90) is rather high for a d10/d8. His damage though is what bothers me and he crits often with a only nat 20 weapon, what do I do?
Okay, HP seem to be really high. With CON 14, that would be his max possible HP. Could it be that he misunderstood how you handle HP and simply took max every level?I'd start with collecting all character sheets and checking everything. It's easy to make a few mistakes, so simply check and correct the sheets to begin with. Do it for everyone, because it's just as easy to end up with too few skills as it is with too many and you are far less likely to notice it during gameplay. So just make sure everything is fair. It will also give you a good idea of what weaknesses each character has.
If the player has indeed taken max HP each level, have him reroll his HP at the start of the next session. Unless at least two other players verify that he rolled max. Although in a normal group there should have been cheering each time he did and you would remember.
If you believe the player cheats actively with dice rolls, that is another issue that needs to be dealt with. It could be that he's just lucky or that the crits is all that you remember because triple damage tends to kill the target.
With 10 players it's almost impossible for you to see every roll. Several players are probably beyond what you can easily see and that's a problem I'm not sure you can deal with. Not without specifically asking one player to ensure nobody cheats. And that can break groups and friendships.
I'm not certain how you seat 11 people, but maybe a rule about all rolls having to be done at a central location and only after they announce what they are rolling could help. It'll probably slow things down as players need to move around, but without knowing your location, that's the best I can come up with.
B) The current levels in my game are close but still all over the place. 4 level 5's, 3 level 6's, 2 level 8's, and a level 9. How should I get them all up to level 8 or 9 within 2-3 sessions in order to balance it out for a big battle? Also what should my groups CR be?
Don't level quickly. That just leads to players getting a lot of powers they don't know how to handle and slows things down. Plus a lot of the races are more powerful than normal, so the level only is deceptive.You are in quite a mess though, and I can't help but be curious how you ended up there.
Regardless, low level characters need less XP to level, and they will end up much closer together before long. Before the first character is 12th level, all will be at least 10th, so that problem solves itself.
As mentioned before, the group is too big for CR to be useful. Combat with hordes of minions and some leaders would probably work best. When facing BBEG, there should be at least two major enemies and a good number of minions.
You could/should also introduce encounter effects that require several PCs to spend their time dealing with stuff other than combat. Maybe a magical portal that summons unlimited amount of monsters and shutting it down requires skill checks at three different locations. So three players are busy with that, and the others need to protect them and keep too many enemies from massing in the center so they can't simply rush a group in overwhelming numbers.
Or maybe they need to collapse a mine shaft to at least delay the hordes of undead from below. Or maybe bless a place to stop the unholy artifact from summoning more demons.
C) A couple of my players are new and have picked difficult starting classes, (i.e summoner and cavalier)so should I have them scrap their characters or have them do a complete overhaul?
Classes are not that difficult, if they are willing to invest some time. They just need to learn one class, after all. It's much tougher on you, as you need to learn all races and classes.
D) 4 people (a level 5 inquisitor, level 3 cleric/6 sorc, level 8 oracle, and level 6 paladin) are focused/can do healing. So how do I keep the fire on and make it more challenging?
AOE attacks. Not just from one source either. Swarming them (either with swarms or lots of enemies) so that they have to make checks to cast at all. Limit line of sight so they have problems to get to whoever they want/need to heal. Use poisons or other damage that is more difficult to heal. Fear effect and other means to divide the party can be useful.
E) I'm looking for a way to challenge this group of 10 players(currently a dragon hunting campaign, but will go into demons soon). So does anyone have any ideas of what I can throw their way for a challenge?
Hard to say without knowing what kind of world you are playing in. How about a family of dragons that has a visitor or two (other types of dragons). Every dragon has AOE damage, and it's different types, so their protection won't fully work.Add a tribe of kobolds, complete with a few draconic sorcerers that can throw fireballs and other AOE spells. Don't forget poisoned arrows. I'd also throw in a summoner specialized in elementals hiding well out of sight. Depending on the color of the dragon, there are other creatures that would serve in the lair.
If they go on another dragon hunt, they may instead of a lair stumble upon a draconic disco with dozens of young dragons of all types present.
Or maybe a clan hall maintained and protected by hundreds of minions and dozens of dragons. And once they realize they have more trouble than they can deal with they need to flee, hunted by the most ambitious of the younger dragons trying to make a name for themselves.
It might also be a good idea to throw in a few class level for the dragons; either normal classes or specific draconic classes.
When you switch to demons, stay with numbers over individual power. And if it looks too easy, have another few show up. There are endless numbers in the Abyss, so use them. Maybe even swarms of them.
F) They are all in a guild and the Inquisitor is leader and likes to boss everyone around. He has sent them (without going himself) on dangerous missions(one of which got them arrested). How should I deal with him?
Well, obviously he doesn't get XP for missions he doesn't go on. I wonder how often he will stay behind then. Also, if he isn't with the party he shouldn't be involved in the RP at all and keep quite. If nothing happens at home and the mission takes the rest of the session, consider sending him home early.Mostly this is up to the players though. If they are okay with him as a boss, that's their problem. Talk to them. If they aren't happy but don't want to create problems for the group, there may be a political upheaval in the guild and the Inquisitor isn't trusted by the faction now in charge. Or maybe the gild leadership evaluates him and blames him for everything the party did wrong and then chew him out for not having been there - clear proof that he isn't suited for a leadership position.
I'll go ahead and post their classes, races, and levels below, thank you.Level 5 Fetchling summoner
Level 5 Suli Inquisitor
Level 5 Human Druid
Level 5 Catfolk Cavalier
Level 6 Aasimar Paladin
Level 6 Goblin Rouge
Level 6 Ogre Barbarian
Level 8 Human Oracle 3/Fighter 2/ Sacred arrow 3
Level 8 Ranger 5/Order of Bow 3
Level 9 Wayveran Sorcerer 6/Cleric 3
I don't want to have another restart, but if required I will.
A lot of powerful races mixed in. I'd guess that the Ogre will become a problem later, because it's more powerful than any other race. And it's just about perfect for barbarians. High STR plus bigger weapon means a lot of damage. But keep in mind that they are large and will have problems in civilization - everything will be very cramped to them and they'll often take minuses because there's not enough space for them to fight.